
Vacation rentals in Gualdo
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Top-rated vacation rentals in Gualdo
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Villa Ermelinda · Ville Carborello Weddings
Villa Ermelinda is a private 16th-century villa set among the rolling hills of Le Marche, ideal for intimate weddings, destination weddings and exclusive stays. It offers exclusive use, a panoramic pool, gardens, a big terrace and beautiful spaces for symbolic ceremonies, poolside aperitifs and dinners under the stars. Hosting up to 18 guests, it also works perfectly with nearby Villa Nasca & Villa Adele, just a few minutes away, for larger wedding groups and unforgettable wedding weekends.

GrazieSole Agriturismo exclusive whole house
The GrazieSole farmhouse is a newly renovated 1900s farmhouse, in a characteristic style with original stone walls, exposed bricks and ceilings with wooden beams, it has a 12-metre swimming pool with breathtaking views and a wide panorama that extends from the Sibillini Mountains to the adjacent hillside villages. It is located in open countryside one kilometer from the center of the village of Penna S. Giovanni, in a sunny and quiet position, surrounded by a garden and large green spaces.

La casa di Iole
Distesa su una collina ,la nostra casa vacanze offre una vista mozzafiato dei monti sibillini. Il giardino e la piscina sono pensati per il relax ed il divertimento dei più piccoli. Per gli amanti dell’avventura, il Parco Nazionale dei Monti Sibillini offre sentieri per trekking e mountain bike, mentre in 20 minuti raggiungerete il Lago di Fiastra. Se amate il mare, le spiaggie sono raggiungibili in 45 minuti in una strada panoramica tra le colline. A solo un'ora circa da Assisi e Perugia.

In the heart of the village apartments
Take a break from the hustle and bustle of everyday life. Come and relax within the walls of the beautiful medieval center of Sarnano. Right along the staircase that leads to the main square of the town, there is this new apartment with kitchen and living room, bedroom with 2 single beds or 1 double bed and sofa bed, bathroom equipped with shower. Magnificent view of the Sibillini mountains. Great starting point for walks. Possibility to store motorcycles and recharge e-bikes nearby.

MarcheAmore - La Roccaccia, La Sibilla Apartment
La Roccaccia was built in 1080 AD as a lookout tower to defend the Fermo area. Located in an enchanting setting between Monte Sibilla, the gorge of Infernaccio and the hilltop town of Montefortino. Today La Roccaccia is a luxury venue with private pool and jacuzzi located among the Sibillini mountains, designed for those in search of peace, relaxation and meditation. Its park is filled with works of art and at it features a private amphitheater with a unique view.

Casa Santo Stefano, panoramic view, swimmingpool
Casa Santo Stefano is a unique location if you want to relax. The villa is located at the foot of the world-famous Sibillini Mountains at 650m altitude. On private grounds of more than 10,000m2, you will find yourself in an oasis of peace and enjoy the breathtaking rolling valley and the Sibillini Mountains. You can choose to do nothing at all and drink an espresso at the private pool, but if you want a more active vacation, there are plenty of options. Be welcome!

Agriturismo Elisei – attic, pool, sauna, spa
Are you looking for a quiet, relaxing place, surrounded by nature and away from the hustle and bustle? Do you want to discover the charm of the Monti Sibillini National Park and its villages? Choose the Elisei Farmhouse, small and for a few people, allowing each of the guests to have plenty of outdoor space. The farmhouse has a large garden with swimming pool, as well as a wellness area with sauna and spa. CIN (National Identification Code): IT043021B5CETGSYCI

VILLA SERRA - Sibillini Retreat
COMPLETELY RENOVATED - NEW OPENING 2026 Villa Serra Sibillini Retreat is a detached property with a large garden overlooking the Sibilla and Vettore mountains. The property has three double bedrooms with high-quality king-size Reactive mattresses, one of which has twin beds that can be separated upon request. It now offers spa services, a Finnish sauna overlooking the Sibilla, and a heated whirlpool tub, included with your reservation year-round.

Historic frescoed residence and Sibillini Mountains view
Discover the charm of Sarnano, one of the most beautiful villages in Italy. In this cozy retreat in the heart of the historic center, halfway up the suggestive staircase that leads to Piazza Alta, you will experience an authentic stay among art, history and relaxation. With 2 bedrooms, 1 bathroom and a bright living area with a kitchen, the house offers a splendid view of the Sibillini Mountains that will make your vacation truly unforgettable.

Traditional 3-bedroom cottage with large garden
Forget your worries in this spacious and serene space. Absolutely tranquil, but less than a five minute drive from the bustling village of Sant’Angelo, which has three restaurants, three bars, and a theatre, as well as all local services. Relax and enjoy the views in the garden, or drive half an hour to the beach or a lake in the mountains, or explore the many beautiful hilltop towns in the area. Something for all tastes!

Villa in the Sibillini Mountains, Pool & Privacy
Private pool villa in Sant’Angelo in Pontano, among the rolling hills of Marche at the foot of the Sibillini Mountains. Sleeps up to 8 with 4 double bedrooms, all with en-suite bathrooms (3 upstairs + 1 in a separate annex), Wi-Fi and air conditioning. Large shaded porch for outdoor dining, lounge corners, and an outdoor BBQ/oven area. Great base for the Sibillini Park and Lake Fiastra.

Montequieto: peace and nature by the Sibillini.
Located just outside Sarnano, Montequieto is a wooden cottage nestled in nature, with breathtaking views of the Sibillini Mountains. Ideal for relaxing, exploring the surrounding trails, venturing into the unspoiled landscapes of the Monti Sibillini National Park or discovering the medieval village of Sarnano, one of the most beautiful in Italy.
Popular amenities for Gualdo vacation rentals
Other great vacation rentals in Gualdo

Casa Pace e Gioia - private pool & amazing views

Villa Torre Anna: Historic Tower, Pool and Jacuzzi

NEW! Charming farmhouse retreat with private pool

Forca de Cerro

Le Mura del Castello Loft

Villa Farrelli, Amandola

Charming Casa Capriola - Panoramic views

Casa Moscatel - rural idyll, stunning panorama
Destinations to explore
- Riviera del Conero
- Terminillo
- Gran Sasso d'Italia
- Senigallia Beach
- Monte Terminillo
- Monte Terminilletto
- Basilica of St Francis
- Frasassi Caves
- Sibillini Mountains National Park
- Spiaggia Urbani
- Sibillini Mountains
- Shrine of the Holy House
- Sirolo
- Mount Subasio
- Tennis Riviera Del Conero
- Rocca Roveresca
- Spiaggia della Torre
- Rocca Maggiore
- Fonti Del Clitunno
- Spoleto Cathedral
- Lame Rosse
- Eremo delle Carceri
- Cattedrale di San Rufino
- National Gallery





